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A Radical access to S(IV) compounds via modular coupling with alkyl halides using boryl radicals

Project description

A safe, sustainable approach to producing high-value pharmaceuticals

Sulphur(VI) compounds are increasingly being used to design new pharmaceuticals and agrochemicals. However, current production methods often rely on the use of toxic reagents. With the support of the Marie Skłodowska-Curie Actions programme, the SULBOR project proposes a novel approach to simplify their production using a three-component coupling reaction. The methodology involves the use of boryl radical-mediated halogen-atom transfer to convert alkyl halides into reactive radicals, which then combine with sulphur(VI) linchpin reagents and N-nucleophiles. The proposed method is highly versatile, making it easier to create these valuable compounds. Project results could significantly advance the development of high-value materials in academic and industrial settings.

Objective

Sulfur(VI) compounds like sulphonamides, sulfonimidamides and sulfondiimidamides are increasingly used for the design and development of pharmaceuticals and agrochemicals. However, despite their societal relevance, the preparation of these derivatives, especially sulfonimidamides and sulfondiimidamides, is still very challenging. Current methods relys on the use of toxic and pyrophoric reagents and often offer minimum versatility for divergency and diversification.

The development of a general, sustainable and divergent approach to these molecules has the potential to impact the discovery and the evolution of high-value materials.

In this work we propose a fundamentally novel approach to access sulfonimidamides and sulfondiimidamides by developing an innovative three-component coupling reaction between commercial alkyl halides, N-nucleophiles and sulfur(VI) linchpin reagents. The methodology will use boryl radical-mediated halogen-atom transfer to convert the alkyl halide into the corresponding radical for a sequential reaction with the sulfur(VI) linchpin and then, aided by a copper catalyst, with the N-nucleophile.

The development of this strategy will provide an innovative and streamlined approach towards molecules of high academic and industrial interest but that are still very difficult to access.

This research squarely fits within the expertise of the Leonori group in the generation and use of boryl radicals in synthesis and catalysis.

The completion of such an innovative and ambitious project at RWTH Aachen University will be facilitated by generating, transferring, sharing and disseminating knowledge, and will enhance the Researcher future career following the training plan envisioned.

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Topic(s)

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Funding Scheme

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HORIZON-TMA-MSCA-PF-EF - HORIZON TMA MSCA Postdoctoral Fellowships - European Fellowships

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Call for proposal

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(opens in new window) HORIZON-MSCA-2024-PF-01

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Coordinator

RHEINISCH-WESTFAELISCHE TECHNISCHE HOCHSCHULE AACHEN
Net EU contribution

Net EU financial contribution. The sum of money that the participant receives, deducted by the EU contribution to its linked third party. It considers the distribution of the EU financial contribution between direct beneficiaries of the project and other types of participants, like third-party participants.

€ 202 125,12
Address
TEMPLERGRABEN 55
52062 Aachen
Germany

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Region
Nordrhein-Westfalen Köln Städteregion Aachen
Activity type
Higher or Secondary Education Establishments
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Total cost

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